The 409A Valuation Question Every Founder Gets Wrong

The 409A Valuation Question Every Founder Gets Wrong

Douglas Schiller
June 5, 2026
Startups

Why it matters

A 409A valuation sets the strike price for your option grants. Get it wrong — or skip it — and you hand employees a tax bill and dilution headaches. Get it cheap, and you may be getting a valuation that won't survive scrutiny.

What actually drives the number

  • Enterprise value implied by your last priced round
  • Discounts for lack of marketability and minority status
  • Recent financial performance versus the assumptions in the round model
  • Time elapsed since the last financing

The practical rule

Refresh the valuation after any material event — a new round, a big contract, a pivot — and use an independent provider who'll stand behind the methodology. The goal isn't the lowest possible strike price; it's a strike price that's defensible if anyone ever asks.

Doug Schiller

Founder of MatchData.AI and Interim CFO at several tech companies. Columbia University MBA with deep expertise in finance, operations, and technology.

© 2026 Douglas Schiller. All rights reserved.